Process of making camphene.



' 81Socinstrasse,

Manufacture of Camphene,

PATENT-OFFICE.

ARNOLD STEINER, or BAsEh;

swi'rzsamnnassieivon To THE CORPORATION OF CHEM- IOAL WORKS FORMERLY SANDOZ, OF BASEL, SWITZERLAND.

. rnocnss OEMAKING cmnnnn.

To allwhom it mayconcem:

Be it known that I, ARNOLD STEINER, doctor of philosoph chemist, and resident of asel, Switzerland, have invented new and useful Improvements in the of which the following is a specification.

. It is known that the saponification of inenehydrochlorid is greatly promoted y soda lye or lime water in presence of weakl acid compounds such for instance as hen'ol sl and naphthols. I have now found t at the same result of improving the rapidity of saonification is obtained by emplo ing perectly neutral com ounds such as alkali salts and earth alkali salts of the aromatic sulfonic acids. If pinenehydrochlorid is heated for 12 hours at 160 C. in an autoclave with an excess of four times the theoretical quantity of soda lye, about 40% of the hydrochloric acid is split ofi. .The amount split off be.-

comes however quantitive if the pinenehydrochlorid is heated during the same time and at the same temperature in presence of a small excess of soda 1 e and o a concentrated solution of the so ium salt of -t0luolsulfonic acid for example. I have ound as the consequence of researches made on a series of salts of sulfonic acids that this property of accelerating the-sa onification is general to the alkali and eart alkali salts of the aryl: and aryl-oxymonoand polysulfonic acids.

The rapidity of saponification is naturall greater with the alkalies than with the cart alkalies. The method is approximately the same for the different salts and is as follows 2- Heat the pinenehydrochlorid in an autoclave to about 160170 C. for 12 to 20 hours with more or less concentrated solutions of salts of a sulfonic acid to which has-been added tllile Il ecessary quantity of alkali-lye or-earth a a 1.

Example I-Soda lye and sodium salt of a monosulfonic. acid of the benzene series- Into an autoclave provided with a stirrer are introduced '.-17 3 parts of pinenehydrochlorid; 250 parts of the sodium salt of p-toluenesulfonic acid 215 parts of soda lye of 33% strength; 180 parts of water; heat for 10 to 11 hours at 170 C. a

Ea'ample I IS0da lye and sodium salt of a mon'osulfonic acid of the naphthalene series.- Replace the mixture as given above by the s Specification of Letters Patent. Application filed June 24, 1907. Serial No. 880,465.

. Patented June 9, 190a.

.followin and proceed in the same way: 173 parts 0 pinenehydrochlorid; 250 parts of the sodium salt of beta-naphthalene sulfonic acid 215 parts of sodalye (33%) 250 parts of water.

Example TIL-Soda lye and sodium salt of I a disulgouic acid.-'-Heating durin 15 hours to 170 C. 17 3 pa'rts of pinenehy ochlorid;

. 250 parts of the sodium salt of 2.7. naphthalene disulfonic acid 215 (33 "0) 150 arts of water.

mam le V Soda lye and sodium salt of naphtho isulfouie acid.Heat-ing during 12 hours at 160 C. 173 parts of pineneh drochlorid '17 8 parts ofBeta-naphthol-disul onic 'acid having the formula 0, 11,011 so nso n;

125 parts of soda lye (33 75); 85 parts of water.

In these four examples we proceed as follows when the hydrochloric acid is separated, the crystalline mixture which issemi-solid, is dissolvedin alittle water and the cam hene which has been'formed is distilled ofi with steam. 1

The remaining solution is filtered oil from the by-products which haveformed in small quantities, and the sulfonic acids are regenerated by, concentrating or salting out in the well known manner. I A test of the oil is taken from the autoclave and distilled over with steam; the camparts of soda lye phene is wholl free from chlorin as soon as sen burner, no longer shows a green coloration of the flame.

Example V-Lime and calcium salt of a monosuUonic acid.Prepare-lime water in the autoclave with arts of lime and 300 parts of-water and ad 250 parts of the cal- .cium salt of p-toluene-sulfonic acid. To this paste add 173 parts of pinene hydrochlorid and heat during 20 hours to 160. operation is com lete, dilute with a little water, neutralize with sulfuric acid and distil the camphene with steam.

The invention consists in substance in re paring camphene by heating pinenehy rochlorid at' relatively high temperatures and under pressure with alkali hydroxide or with hydrates of the earth alkali metals, in pres- VVhen the.

ence'of the sulfonic'acid alkali compounds or sure, pinene hydrochlorid together with soda earth alkali salts of the benzene or naphthalye in the resence of the sodium salt of 15 lene series. I p-toluene su fonic acid and distilling off the Now what I claim and desire to secure by camphene withsteam. Letters Patent is the following: In testimony, that I claim the foregoing as l. The process of manufacturing, cammy invention, I have signed my name in phene which consists in heating, under presresence of two witnesses, this first day of Isure, piililene hydrochlforid toget er 1with alkadune 1907. ies in t e resence 0 aromatic su onic aci 1Q salts and fiistilling off the camphene With. 5 ARNOLD STEINER steam. Witnesses:

2. The rocess of manufacturing cam- I MELCHIOR BGNIGER,

pllene whic 1' consists in heating, under pres- GEORGE WAGNER. 

